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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189133Generated: October 30, 2026

Hydrochloric Acid → HCID 68615965, compound

https://huagongshe.com/reaction/2189133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5H,6H,7H,8H-imidazo(1,5-a)pyridin-8-oneHCID 16752069—
Reactant((5-Bromo-2-iodobenzyl)oxy)(tert-butyl)dimethylsilaneHCID 68614586—
ReactantHCID 178418918HCID 178418918—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68615965HCID 68615965—

Reaction Steps

A solution of 6.55 mmol of (5-bromo-2-iodo-benzyloxy)-tert-butyl-dimethyl-silane in 20 ml of tetrahydrofuran is cooled to −20° C. 6.55 mmol of an isopropymagnesium chloride solution (2M in tetrahydrofuran) is added dropwise and stirring continued for 1 h at −20° C. A solution of 4.37 mmol of 6,7-dihydro-5H-imidazo[1,5-a]pyridin-8-one [426219-51-4] in 40 ml of tetrahydrofuran is added dropwise and the reaction mixture stirred for 40 minutes at −20° C. The reaction mixture is poured into a mixture of 0.1N aqueous HCl and dichloromethane and the layers are separated. The aqueous layer is basified with sodium bicarbonate and extracted with ethyl acetate. The combined organic layers are dried over sodium sulfate, filtered and concentrated under reduced pressure. The title compound is obtained as a white foam and used for the next step without further purification. Rt=4.61 (gradient II).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324235B2
Source datasetuspto-grants-2012_12
ORD IDord-ee859687df7943028844e15275268c41
Source noteuspto-grants-2012_12